수용액과 β-Cyclodextrin 하에서 Arylidenethiosemicarbazone들로부터 1,3-Thiazole 유도체들의 효율적 합성

박경진; 배선건; Kyung-Jin Park; Sun Kun Bae

Journal of the Korean Industrial and Engineering Chemistry, Vol.18, No.4, 326-329, August, 2007

Efficient Synthesis of 1,3-Thiazole Derivatives from Arylidenethiosemicarbazones in the Presence of β-Cyclodextrin with Water

박경진, 배선건^†

군산대학교 화학과

Kyung-Jin Park, and Sun Kun Bae^†

Department of Chemistry, Kunsan National University, Kunsan 573-701, Korea

E-mail:

초록

수용액 상에서 β-cyclodextrin에 2,4'-dibromoacetophenone (8)을 반응시켜 착물을 형성한 후 arylidenethiosemicarbazone 7a-f를 가하여 2-arylidenehydrazinyl-4-arylthiazole 유도체들 9a-f를 70∼88% 수율로 합성하였다. 합성한 새로운 화합물들 9a-f의 구조를 IR과 1H-NMR 스펙트럼 자료로 확인하였다. 이와 같은 실험결과 β-cyclodextrin의 역할은 반응물 7 및 8의 활성화로 반응을 촉진시켜 반응시간이 단축되는 것으로 나타났다.

2-Arylidenehydrazinyl-4-arylthiazole derivatives (9a-f) were prepared by the in situ formation of β-cyclodextrin complex of 2,4'-dibromoacetophenone (8) in water followed by the addition of arylidenethiosemicarbazones (7a-f) in 70∼88% yield. The structures of the compounds 9a-f were elucidated by IR and 1H-NMR spectral data. The role of β-cyclodextrin appears to activate the compound 7 and 8 and promote the reaction to complete in reduced reaction time.

Keywords:1,3-thiazole;complex;arylidenethiosemicarbazone;2,4'-dibromoacetophenone;β-cyclodextrin

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